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How cottages work on Peerspace
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Every day we uncover new, creative spaces — from mid-century homes to creative studios, and beyond.
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Popular cottages
Explore all of our cottages in Kissimmee. See All ›
The Ghoulish Sanctuary
Kissimmee, FL5.0 (18)
6 guests
The Ghoulish Sanctuary. Goblins and Ghoulies from last Halloween: We’ve haunted a mansion like you’ve never seen!
Create your own bewitched portraits in this delightfully unlivable refuge, just 15 minutes from the Haunted Mansion that inspired it.
If you’re frightfully sensitive to bright lights, our weird gleaming glows will make
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From
$75
/hr
1 hr min
Casa de Vita
Serving the Kissimmee, FL area5.0 (3)
10 guests
Casa de Vita. Welcome to Casa De Vita, a modern luxury oasis designed for productions, private shoots, and lifestyle experiences. This stunning estate blends bold art, designer interiors, and resort style amenities, offering endless backdrops for content creation and gatherings. The outdoor pool deck features elegant stonework, lush landscaping,
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From
$111
/hr
3 hr min
STELLA RANCH
Serving the Kissimmee, FL area10 guests
STELLA RANCH. 🌿 Peaceful Ranch Venue for Intimate Events
Escape to a serene countryside setting surrounded by majestic oak trees and warm rustic charm. Perfect for yoga, meditation, art classes, or small private gatherings. Enjoy spacious covered areas, twinkle lights under the trees, and open air spaces designed for
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From
$100
/hr
1 hr min
Scuttle Pool Vacation Home
Serving the Kissimmee, FL area14 guests
Scuttle Pool Vacation Home. 🌴 Scuttle Pool Vacation Home – Family Friendly Retreat Near Orlando Attractions
Escape to your Clermont getaway, perfect for families and friends seeking fun, comfort, and relaxation just minutes from Orlando’s world famous attractions. This spacious villa accommodates up to 14 guests across five bedrooms and
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From
$90
/hr
3 hr min
Bespoke Home Studios
Serving the Kissimmee, FL area5.0 (44)
25 guests
Bespoke Home Studios. Where style meets storytelling!
This lakefront home has an open and airy design, flooded with an abundance of natural light. Every corner is thoughtfully curated to create a stylish and inviting atmosphere, making it a perfect backdrop for photo shoots and productions.
Spacious layout, 12 foot
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From
$150
/hr
2 hr min
Lakefront Cottage
Serving the Kissimmee, FL area10 guests
Lakefront Cottage. Tranquil and serene lakefront cottage with huge oak trees for any event setting. Overlooking the lake for picturesque moments. Romantic, quiet, yet unforgettable. Main house has 3 bedrooms and s full bath. Additional outside shower. A separate guest house for additional use. Watch the beautiful sunrise
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From
$2,000
/hr
2 hr min
Rustic Roomy Paradise Dream Home
Kissimmee, FL15 guests
Welcome to this spacious rustic home fit for all . Designed to be your enchanted experience that accommodates your business needs. The home consists of impressive high end furnishings throughout the house and multiple themed rooms. Guests can relax and recharge on tranquil screened in patio
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From
$75
/hr
2 hr min
The Temple & Glamping, 1 Bedroom 1 Bathroom Cottage + HOT TUB
Kissimmee, FL5.0 (2)
8 guests
The space
GLAMPING TENT: glamorous camping (completely another world) its a big tent, one bed, one sofa. Los and lots of pillows. Its Besides the temple (No bathroom inside tent, you must go to the temple bathroom)
Fan, no A/C
THE TEMPLE: Its a feeling more than a
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From
$65
/hr
4 hr min
Tranquil Home with Stunning Kitchen & Decor
8.7 miles from Kissimmee, FL5.0 (1)
25 guests
Let Your Creativity Shine in a Light Filled Oasis
Imagine this: Sunlight streams through oversized windows, illuminating a beautifully decorated haven centered around a tranquil pond. Your vision comes alive in a space that exudes both sophistication and warmth, all framed by breathtaking views. Welcome to your
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From
$110
/hr
3 hr min
20-Acre Private Estate Country Opelence
Serving the Kissimmee, FL area30 guests
Welcome to our 20 acre private estate tucked away from the buzz of Orlando. Our home is perfect to capture stunning photos with the quiet beauty of nature, paired with upscale elegance. From our romantic open sky to the beautiful, well appointed home and bridal lounge,
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From
$175
/hr
3 hr min
Lakefront Vintage House in Orlando
Serving the Kissimmee, FL area25 guests
Lakefront on 10 acres
4 homes totaling over 17,000sq ft.
Vintage 6500sq ft home built in 1947
Exposed beams
Cedar throughout home
100 foot dock
Large private bar
3 game rooms with pool table
2 acre garden with trails
2nd 5500sq ft Modern mansion
3 acre wooden peninsula with mossy live oak trees
40 foot shipping container
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From
$250
/hr
2 hr min
Cozy Family Home
Serving the Kissimmee, FL area5.0 (1)
25 guests
Modern Renovated Home with Open Layout & Natural Light in Orlando
Welcome to our beautifully renovated home, perfect for photo shoots, video productions, meetings, or small private events. Located just minutes from downtown Orlando, this 3 bedroom, 2 bathroom home offers a bright and modern space with
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From
$50
/hr
4 hr min
Spacious Lakefront House
Serving the Kissimmee, FL area5.0 (9)
35 guests
Guests have called this place a true “hidden gem.” The view of the sunset over the lake is a welcome surprise in city environments.
Play in the pool, relax in the hot tub, or practice your putts on the putting green.
2 minutes from Camping
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From
$60
/hr
4 hr min
Lake House and guesthouse!
Serving the Kissimmee, FL area5.0 (1)
30 guests
Unique house and guesthouse with a private lake with a huge backyard enjoy two private jacuzzis, fishing, 4 paddle boards, trampoline, bonfire, outside shower, outside grill area and more..!
Freshly Renovated, Private, and Safe. Ideal getaway to celebrate any special occasion.
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From
$250
/hr
4 hr min
Historic Mediterranean Villa
Serving the Kissimmee, FL area5.0 (25)
150 guests
This 4800 sf historic home was built in 1924 and has been renovated to accommodate all types of guests. Each bedroom tells a story of the house and the furniture has been hand picked to fit the essence of the home.
Sitting on 3.2 acres, this
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From
$110
/hr
5 hr min
Creative Bungalow for Lifestyle Experience
Serving the Kissimmee, FL area6 guests
This beautiful space is perfect for a music video or a lifestyle photoshoot. There is both an indoor and outdoor accessibility that creates such dynamic scenes making the experience unforgettable. Guests may have a family gathering or get shots for a local business, this home has
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From
$85
/hr
2 hr min
Cozy Garden Villa with Modern Decor
Serving the Kissimmee, FL area5.0 (2)
10 guests
Perfect for small photo shoots and filming. High end bath with oversized shower and freestanding tub. Modern glass panel garage door for indoor/outdoor connectivity. Large gravel garden with turf pad perfect for yoga shots, picnics, bbq, or gardening scenes. Must bring your own gardening props.
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From
$150
/hr
4 hr min
Ranch Style Lake House with Recording Studio on an Acre
Serving the Kissimmee, FL area5.0 (2)
49 guests
Welcome to this beautiful, clean, and sun filled ranch style home nestled on a picturesque lake. Situated on over an acre of serene property, this home offers the perfect blend of tranquility and modern comfort.
✨ Interior Highlights:
Open concept modern kitchen with vaulted ceilings and skylights, flooding
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From
$200
/hr
3 hr min
Unique lakefront tiny house community, with clubhouse, boat dock and fire pit pit!
Serving the Kissimmee, FL area20 guests
The space offers 13 tiny house rentals and a large 2800 ft² clubhouse! We offer FEEE kayak and paddle boards. There is a community boat dock that can host up to 15 people. There's also a community fire pit that can host up to 20 people.
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From
$50
/hr
4 hr min
NEW Brick & Cozy Creative Home Studio
Serving the Kissimmee, FL area4.9 (8)
7 guests
Perfect for photo and video shoots, content creation, and interviews. The space features exposed brick walls, industrial decor, large windows, and skylights for great natural light. Includes a modern kitchen, cozy living area, and stylish dining space—ideal for creative projects.
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From
$175
/hr
3 hr min
Cozy Coastal Lakefront Home
Serving the Kissimmee, FL area5.0 (5)
20 guests
Nestled on the peaceful shores of John's Lake in Clermont, FL, this newly renovated lakefront home offers an ideal setting for photoshoots, film productions, and special events. With an open, light, and airy design, the space is filled with natural light, creating a vibrant and inviting
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From
$75
/hr
2 hr min
Andalusia Mansion
Serving the Kissimmee, FL area4.8 (4)
40 guests
The Mansion is uniquely designed to replicate a Spanish style Mansion in an orange grove and designed garden. The Mansion has a front courtyard with a hand built fountain with Spanish hand painted ceramic tiles, with 4 olive trees and fragrant jasmine and rosemary.
The Mansion
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From
$250
/hr
4 hr min
Mid Century Modern Home with Vegetable Patch
Serving the Kissimmee, FL area25 guests
Unique Mid Century Modern home perfect for filming or shoots. It has plenty of natural light and outdoor space with a vegetable patch, hot tub and trampoline. There is a modern RV on location as well, also available for rent on Peerspace. Rental is for outdoor
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From
$175
/hr
3 hr min
The Fitch House at Founder's Square
Serving the Kissimmee, FL area5.0 (1)
10 guests
The Fitch House at Founder's Square. Conference Room in a 2 Story 1888 Victorian Farmhouse that is unforgettable. Renovated in 2021, we have commercial suites for daily rental, a meeting room and kitchenette for snacks. Original flooring, hearth and wavy glass windows make this unique space a memorable and comfortable place for
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From
$75
/hr
4 hr min
Magnolia Farmhouse
Serving the Kissimmee, FL area12 guests
Step into the world of our meticulously preserved 1928 carpenter's bungalow. This historic gem has witnessed generations of stories unfold within its walls.
Our space greets you with the comfort of 3 bedrooms, two bathrooms, and a versatile office area. During your booking, you'll have access to
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From
$50
/hr
3 hr min
Rustic Lakefront Home with Barn, Porch, Pool and Dock
Serving the Kissimmee, FL area5.0 (4)
25 guests
The property sprawls over 1 acre of land. Very secluded, yet located near the heart of town and easy accessibility to stores and restaurants. The 3000 sq ft home offers an open floor plan and large open aired back porch that overlooks
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From
$350
/hr
6 hr min
Rustic botanical setting on 7 acres of Old Florida. Mini farm animal encounters & shabby chic barn and bathrooms
Serving the Kissimmee, FL area75 guests
Enjoy 7 acres nestled in Black Hammock conservation area, with charming barn and climate controlled bathrooms, 20x40 event tent, mini farm animal encounters and beautiful landscaping make Black Hammock Ranch a unique, charming and peaceful setting for any occasion. “No place like it.”
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From
$500
/hr
2 hr min
Rustic Country house with spacious kitchen
Serving the Kissimmee, FL area30 guests
This Country house has many different areas and it has so much character!
The spectacular 24 foot long kitchen has vaulted, exposed wood beam ceilings. The huge windows in the vaulted areas add lots of natural lighting.
The back lanai (covered patio) will blow you away!
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From
$50
/hr
4 hr min
Historic Kirby House — Pool home within walking distance to downtown
Serving the Kissimmee, FL area4.0 (1)
37 guests
The Kirby house is a historical vernacular style home with vibrant color and character throughout. With its newly renovated kitchen, large dining and sitting area, and open layout, this home is perfect for entertaining. Its many windows fill the home with light, and the furnishings and
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From
$50
/hr
4 hr min
Large lakefront Georgian house
Serving the Kissimmee, FL area20 guests
This large beautiful lakefront home sits on over an acre of land with lots of privacy.
Plenty of space outside for outdoor activities like family gatherings, grilling, kayaking, playing catch, gardening and more.
Indoors there are plenty of rooms for all kinds of activities. With 4 bedrooms, 3
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From
$250
/hr
4 hr min
Plant City Modern Soho Farmhouse, Event Friendly!!
Serving the Kissimmee, FL area60 guests
Welcome to your personal oasis located in Plant City. This unique home has tons of flare and beauty with a relaxing ambiance. This gorgeous modern style farmhouse is a 4/2, 1946 total sq.ft. block home nestled on a half acre. Property comes equipped with a full
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From
$175
/hr
3 hr min
Waterfront 50 Acre Family Compound perfect for film and photo shoots! Unlimited vistas and space for endless inspiring options!
Serving the Kissimmee, FL area5.0 (6)
35 guests
project! Whether you're in search of Shangri La, Xanadu, or a timeless Floridian landscape; the river, beach, barns, fields, trees, cottages...everything under the sun is here to be savored !
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From
$350
/hr
3 hr min
Frequently Asked Questions
Pricing and popularity information in this section is based on proprietary Peerspace booking data, reflecting recent booking activity and the latest data available through February 2026.
How much does a cottage cost to rent in Kissimmee?
Cottages in Kissimmee average $77 per hour to rent, but it’s easy to spend less or more depending on what you’re looking for.
cottages Pricing Range in Kissimmee, FL
Graphic displaying average hourly rates for cottages venues in Kissimmee, ranging between $270.55 and $246.25.
$77/hr average
What's the best day to rent a cottage in Kissimmee?
Sundays are the most popular day for booking cottages in Kissimmee.
How popular are cottages in Kissimmee?
Our local hosts have welcomed 1031 people into their cottages with reviews averaging 5 stars. 100% of guests said they'd book again.
How long do people rent cottages in Kissimmee?
Most cottages are scheduled for 5 hours, with 13 people in attendance. You’ll find the most Cottages starting between 1:00 PM and 2:00 PM.
cottages Booking Times in Kissimmee, FL
Image representing average rental time for cottages in Kissimmee, emphasizing most start between 1:00 PM to 2:00 PM.
1:00 PM - 2:00 PM
10:00 AM5:00 PM
Reviews for cottages
Kathryn D.
Waterfront 50 Acre Family Compound perfect for film and photo shoots! Unlimited vistas and space for endless inspiring options!
the moment we entered the gates!
The palm groves, the beach and dock, the long winding driveway, the pool, the barns, and even the cottages each have something unique to offer.
Suzanne is so incredibly communicative and accommodating. Her presence, and the stories she told about her family's history...
Similar searches in Kissimmee, FL
Updated February 19, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.